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Holiday Inn Winter Haven by IHG

Holiday Inn Winter Haven by IHG

3 out of 5
200 Cypress Gardens Boulevard Winter Haven FL
  • 6 min drive from LEGOLAND® Florida
Book a stay at this business-friendly hotel in Winter Haven. Enjoy free WiFi, free parking, and room service. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (1,001 reviews)
"Everything ok!"

Reviewed on Jun 25, 2026

Holiday Inn Winter Haven by IHG
Best Western Plus Winter Haven Inn & Suites 

Best Western Plus Winter Haven Inn & Suites 

3.5 out of 5
5801 Roosevelt Dr Winter Haven FL
  • 7 min walk from LEGOLAND® Florida
Book a stay at this business-friendly hotel in Winter Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.6/10 Exceptional! (1,311 reviews)
"Best Western Plus has come a long way from the Best Westerns I remember years ago. We stayed at the Winter Haven location, and it exceeded our expectations. The hotel appears to be fairly new, so everything felt clean, fresh, and well maintained. The staff was genuinely welcoming, helpful, and engaging. ..."

Reviewed on Jun 27, 2026

Best Western Plus Winter Haven Inn & Suites 
LEGOLAND Beach Retreat

LEGOLAND Beach Retreat

3 out of 5
100 Legoland Way SE Winter Haven FL
  • 11 min walk from LEGOLAND® Florida
Stay at this hotel in Winter Haven. Enjoy free breakfast, parking (surcharge), and a 24-hour front desk. Popular attractions LEGOLAND® Florida and Peppa Pig ...
8.8/10 Excellent! (275 reviews)
"My 6 year old really enjoyed the pool with legos and the playground! As an adult I personally think it was a little overpriced for the tiny bungalow you get and the free breakfast was kind of mediocre. But my kid had a blast so that's what matters!"

Reviewed on Jun 27, 2026

LEGOLAND Beach Retreat
Legoland Florida Hotel

Legoland Florida Hotel

3 out of 5
1 Legoland Way Winter Haven FL
  • 1 min walk from LEGOLAND® Florida
Stay at this hotel in Winter Haven. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Popular attractions LEGOLAND® Florida and Peppa Pig Theme Park Florida ...
8.8/10 Excellent! (149 reviews)
"Kids love this hotel!"

Reviewed on Jun 26, 2026

Legoland Florida Hotel
Howard Johnson by Wyndham Winter Haven FL

Howard Johnson by Wyndham Winter Haven FL

2 out of 5
1300 3rd St Winter Haven FL
  • 7 min drive from LEGOLAND® Florida
Stay at this motel in Winter Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.4/10 Good! (1,001 reviews)
"No issues"

Reviewed on Jun 27, 2026

Howard Johnson by Wyndham Winter Haven FL
Staybridge Suites Winter Haven Auburndale by IHG

Staybridge Suites Winter Haven Auburndale by IHG

3 out of 5
305 5th St NW and Avenue D NW Winter Haven FL
  • 9 min drive from LEGOLAND® Florida
Stay at this hotel in Winter Haven. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. ...
9.8/10 Exceptional! (832 reviews)
"It was awesome from the beginning of the stay to the end. The place was super clean and staff was helpful and amazing. Breakfast was delicious."

Reviewed on Jun 26, 2026

Staybridge Suites Winter Haven Auburndale by IHG
The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

4 out of 5
14501 Grove Resort Avenue Winter Garden FL
  • 1 hour drive from LEGOLAND® Florida
Book a stay at this family-friendly resort in Four Corners. Enjoy free WiFi, 6 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff ...
8/10 Very Good! (10,252 reviews)
"It’s a good property and having a store on campus was convenient my issues were one of the showers didn’t work at all, the floor in the room appeared dirty, there was hair everywhere especially in the bathrooms and a lot of the supplied dishes were dirty also as I appreciate having use of a washing ..."

Reviewed on Jun 27, 2026

The Grove Resort & Water Park Orlando
Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

3 out of 5
7491 W Irlo Bronson Memorial Hwy Kissimmee FL
  • 1 hour drive from LEGOLAND® Florida
Stay at this resort in Kissimmee. Enjoy free breakfast, free WiFi, and 2 hot tubs. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World ...
9.4/10 Exceptional! (4,588 reviews)
"For the amenities alone with the price, this was ideally perfect for our family with young children. We spent two full days at the resort alone because of how much the kiddos enjoyed it! I do think the food at the bistro was delicious, however be aware price is more for convenience than value, just ..."

Reviewed on Jun 27, 2026

Kompose Boutique Resort at Theme Parks
Holiday Inn & Suites Orlando SW - Celebration Area by IHG

Holiday Inn & Suites Orlando SW - Celebration Area by IHG

3 out of 5
5711 W Irlo Bronson Memorial Hwy Kissimmee FL
  • 1 hour drive from LEGOLAND® Florida
Book a stay at this family-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.4/10 Very Good! (2,754 reviews)
"Very good breakfast which was included in our rate. Bacon, eggs, potatoes, pastries , fruit, yogurt, cereal, sausage. The pool was very clean. Our room was very clean and comfortable"

Reviewed on Jun 26, 2026

Holiday Inn & Suites Orlando SW - Celebration Area by IHG
Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration

3 out of 5
2975 Arabian Nights Blvd Kissimmee FL
  • 1 hour drive from LEGOLAND® Florida
Book a stay at this family-friendly condo in Kissimmee. Enjoy free WiFi, 7 outdoor pools, and 7 hot tubs. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (4,396 reviews)
"Perfect location for pool and very clean"

Reviewed on Jun 27, 2026

Vacation Village Orlando, Celebration
Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark

4 out of 5
8000 Fins Up Circle Kissimmee FL
  • 1 hour drive from LEGOLAND® Florida
Book a stay at this spa resort in Kissimmee. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the restaurant in our reviews. ...
8.8/10 Excellent! (3,613 reviews)
"Excellent experience"

Reviewed on Jun 27, 2026

Margaritaville Resort Orlando with H2O Waterpark
Holiday Inn Club Vacations at Orange Lake Resort by IHG

Holiday Inn Club Vacations at Orange Lake Resort by IHG

4 out of 5
8505 W Irlo Bronson Memorial Hwy Kissimmee FL
  • 1 hour drive from LEGOLAND® Florida
Book a stay at this golf resort in Kissimmee. Enjoy free WiFi, free parking, and 7 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
8.8/10 Excellent! (3,036 reviews)
"It’s a beautiful resort a lot bigger than expected they have everything you need my daughter loved it and it’s not easy to win her over definitely coming back a weekend is not enough need more time only saw a quarter of the resort it’s that big."

Reviewed on Jun 26, 2026

Holiday Inn Club Vacations at Orange Lake Resort by IHG
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Find cheap hotels in Winter Haven

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If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $75. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get great Winter Haven hotel deals at the last minute.

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Frequently Asked Questions About Winter Haven hotels

Where can I find the best last-minute travel deals?

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How many hotels are there in Winter Haven?

With over 37,991 hotels in Winter Haven, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $75.

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Finding a cheap car rental deal in Winter Haven is as easy as scoring cheap hotels in Winter Haven. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can unlock great car rental deals if you book a Hotwire Hot Rate at the last minute.